User-to-user messaging-based software troubleshooting tool

A method comprises executing a user-to-user messaging application in a first computer system used by a user support agent. The user-to-user messaging application receives an input from the user support agent, where the input includes a command for triggering a test of a human-invocable operation of a service that operates on a first cloud-based computing platform. The user-to-user messaging application transmits the command from the first computer system to a web service hosted on a second cloud-based computing platform via a computer network, to invoke an API of the web service. The second cloud-based computing platform is remote from the first computer system. Invocation of the API by the web service initiates the test of the human-invocable operation of the cloud-based service that operates on the first cloud-based computing platform.